Technology Process of (7aR,9R,11aS)-11a-benzyl-9-hydroxy-N-(2-methylpyridin-3-yl)-9-(trifluoromethyl)-5,7,7a,8,9,10,11,11a-octahydrodibenzo[c,e]oxepine-3-carboxamide
There total 7 articles about (7aR,9R,11aS)-11a-benzyl-9-hydroxy-N-(2-methylpyridin-3-yl)-9-(trifluoromethyl)-5,7,7a,8,9,10,11,11a-octahydrodibenzo[c,e]oxepine-3-carboxamide which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
-
-
1400925-74-7
(7aR,9R,11aS)-11a-benzyl-9-hydroxy-N-(2-methylpyridin-3-yl)-9-(trifluoromethyl)-5,7,7a,8,9,10,11,11a-octahydrodibenzo[c,e]oxepine-3-carboxamide
- Guidance literature:
-
With
pyridine; triethylamine; p-toluenesulfonyl chloride;
In
1,1-dichloroethane;
at 20 - 60 ℃;
for 9.5h;
-
-
1400925-74-7
(7aR,9R,11aS)-11a-benzyl-9-hydroxy-N-(2-methylpyridin-3-yl)-9-(trifluoromethyl)-5,7,7a,8,9,10,11,11a-octahydrodibenzo[c,e]oxepine-3-carboxamide
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium ethanolate / ethanol / 0.5 h / 80 °C / Industry scale
2.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 15 h / 100 °C / 3102.97 Torr / Inert atmosphere
3.1: trichloroacetic acid; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one / toluene / 1 h / 20 °C
3.2: 96 h
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.83 h / 0 °C / Inert atmosphere
5.1: ozone / dichloromethane; methanol / 24 h / -65 °C
5.2: polymer bound triphenylphospine / 18 h / 20 °C
6.1: sodium tetrahydroborate / dichloromethane; methanol / 2.33 h / 15 - 20 °C
6.2: pH 5
7.1: toluene-4-sulfonic acid / toluene / 4 h / 60 °C / Molecular sieve
8.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1.5 h / 0 - 20 °C
9.1: ozone / dichloromethane; methanol / 0.58 h / -78 °C / Sealed tube
9.2: polymer bound triphenylphospine / 1.5 h / 0 - 20 °C
9.3: 1 h / 20 °C
10.1: triethylamine; pyridine; p-toluenesulfonyl chloride / 1,1-dichloroethane / 9.5 h / 20 - 60 °C
With
pyridine; sodium tetrahydroborate; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one; tetrabutyl ammonium fluoride; sodium ethanolate; toluene-4-sulfonic acid; ozone; triethylamine; p-toluenesulfonyl chloride; lithium hexamethyldisilazane; trichloroacetic acid;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; 1,1-dichloroethane; ethanol; dichloromethane; toluene;
-
-
1400925-74-7
(7aR,9R,11aS)-11a-benzyl-9-hydroxy-N-(2-methylpyridin-3-yl)-9-(trifluoromethyl)-5,7,7a,8,9,10,11,11a-octahydrodibenzo[c,e]oxepine-3-carboxamide
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 / 15 h / 100 °C / 3102.97 Torr / Inert atmosphere
2.1: trichloroacetic acid; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one / toluene / 1 h / 20 °C
2.2: 96 h
3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2.83 h / 0 °C / Inert atmosphere
4.1: ozone / dichloromethane; methanol / 24 h / -65 °C
4.2: polymer bound triphenylphospine / 18 h / 20 °C
5.1: sodium tetrahydroborate / dichloromethane; methanol / 2.33 h / 15 - 20 °C
5.2: pH 5
6.1: toluene-4-sulfonic acid / toluene / 4 h / 60 °C / Molecular sieve
7.1: lithium hexamethyldisilazane / toluene; tetrahydrofuran / 1.5 h / 0 - 20 °C
8.1: ozone / dichloromethane; methanol / 0.58 h / -78 °C / Sealed tube
8.2: polymer bound triphenylphospine / 1.5 h / 0 - 20 °C
8.3: 1 h / 20 °C
9.1: triethylamine; pyridine; p-toluenesulfonyl chloride / 1,1-dichloroethane / 9.5 h / 20 - 60 °C
With
pyridine; sodium tetrahydroborate; (2R,5R)-5-benzyl-3-methyl-2-(5-methylfuran-2-yl)imidazolidin-4-one; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; ozone; triethylamine; p-toluenesulfonyl chloride; lithium hexamethyldisilazane; trichloroacetic acid;
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2;
In
tetrahydrofuran; methanol; 1,1-dichloroethane; dichloromethane; toluene;